# Harley Finkelstein

> Harley Finkelstein is a seed investor at Shopify backing Software and Artificial Intelligence. See 18 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Shopify](https://shizune.co/investors/profile/shopify)
- Location: Ottawa, Canada
- Total investments: 18
- Last investment: Jan 2026
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: http://www.linkedin.com/in/harleyf
- X (Twitter): https://twitter.com/harleyf
- Website: http://harleyf.com
- Facebook: http://www.facebook.com/harleyf

Harley Finkelstein is a seed investor at Shopify in Ottawa focused on Software and Artificial Intelligence. Harley Finkelstein is the Co-Founder of Firebelly Tea and the President of Shopify. He previously worked at C100 as a Board Member. Harley Finkelstein attended the University of Ottawa and Concordia University.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $2.7M–$10M |
| Pre-Seed | $4.1M–$5M |
| Series A | $13M–$39M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 5 | 28% |
| Artificial Intelligence | 5 | 28% |
| Marketplace | 4 | 22% |
| Machine Learning | 4 | 22% |
| Apps | 3 | 17% |

50 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Seed | 6 | 33% |
| Series A | 4 | 22% |
| Pre-Seed | 2 | 11% |
| Series B | 1 | 6% |
| Series C | 1 | 6% |

8 stages tracked in total.

### Country

| Country | Investments | Share |
| --- | --- | --- |
| Canada | 6 | 33% |
| United States | 6 | 33% |
| Sweden | 2 | 11% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Stilla AI | Stilla is an AI-powered productivity platform that transforms how product development teams coordinate work by automating organizational alignment through workflow and AI agent orchestration. | $5M | Pre-Seed | Jan 20, 2026 |  |
| Paraform | Paraform is a marketplace approach to recruiting that turns anyone into your recruiter. On their marketplace, tech startups can post bounties for open roles, and anyone – professional recruiter or otherwise – can collect it by successfully referring a candidate. Their customers are currently some of the most innovative and exciting tech startups inthe industry, from seed stage startups that just went through Y Combinator to unicorns like better.com. They raised funding from world-class investors like the co-founders of Twitch, leadership at Scale AI, Founders, Inc., and Primer Sazze Partners. | $20M | Series A | Jun 24, 2025 |  |
| Polar | Polar is a subscription network for open-source maintainers and backers. Polar also provides tools that enable data processing and data integration. Polar was founded in 2022 and was headquartered in Stockholm, Sweden. | $10M | Seed | Jun 18, 2025 |  |
| Fleek | Fleek is a B2B Wholesale Marketplace for second-hand fashion. Our buyers are vintage stores and online resellers; our suppliers are used clothing wholesalers, rag-houses, and donation centres. | $14.9M | Series A | Mar 29, 2024 |  |
| Foraged | Foraged is a platform marketplace for specialty foods. Vendors on the Foraged marketplace sell hard-to-find foods direct to consumers. Their objective is to increase food sustainability, traceability, and quality by centralizing the specialty food market on a single marketplace. | $2.7M | Seed | Jul 12, 2023 |  |
| Super.com | Super.com is the savings super app for everyday Americans. The app helps customers save across travel, entertainment, financial services, and daily spending. The Super+ membership supercharges the app. Members get 10% cashback on hotels, unlock financial tools like cash advances and credit building, and much more. Since 2016, Super.com hasdelivered more than $1 billion in savings. Learn more at Super.com | $60M | Series C | Apr 24, 2023 |  |
| Super.com | Super.com is the savings super app for everyday Americans. The app helps customers save across travel, entertainment, financial services, and daily spending. The Super+ membership supercharges the app. Members get 10% cashback on hotels, unlock financial tools like cash advances and credit building, and much more. Since 2016, Super.com hasdelivered more than $1 billion in savings. Learn more at Super.com | $25M | Debt Financing | Apr 24, 2023 |  |
| Fleek | Fleek is a B2B Wholesale Marketplace for second-hand fashion. Our buyers are vintage stores and online resellers; our suppliers are used clothing wholesalers, rag-houses, and donation centres. | $5.6M | Seed | Mar 31, 2022 |  |
| Resq | ResQ is the all-in-one app to request, track and pay for your restaurant's repair and maintenance needs. | $39M | Series A | Oct 12, 2021 |  |
| 1Password | 1Password is a secure, convenient password manager, providing businesses and families a safe way to share passwords, credit cards, and documents. It keeps important information secure with AES 256-bit encryption. With 1Password, users can keep all kinds of information easily organized with convenient categories and tags and find what they need witha customizable search.Founded in 2005, 1Password remembers and fills web forms with passwords, credit card information, and addresses—with a single click. It is focused on making security convenient and keeping customers happy. It is headquartered in Toronto, Ontario in Canada. | $100.1M | Series B | Jul 27, 2021 |  |

10 of 18 investments shown.

## Co-investors
- [Bedrock](https://shizune.co/investors/profile/bedrock-capital) — VC Fund, 3 deals together
- [Bessemer Venture Partners](https://shizune.co/investors/profile/bessemer-venture-partners) — VC Fund, 3 deals together
- [Inovia Capital](https://shizune.co/investors/profile/inovia-capital) — VC Fund, 3 deals together
- [A*](https://shizune.co/investors/profile/a-capital-4ec5) — VC Fund, 2 deals together
- [Accel](https://shizune.co/investors/profile/accel) — VC Fund, 2 deals together
- [Andreessen Horowitz](https://shizune.co/investors/profile/andreessen-horowitz) — VC Fund, 2 deals together

## About Shopify

VC Fund · Ottawa, Canada

Shopify is a cloud-based, multi-channel commerce platform designed for small and medium-sized businesses. Merchants can use the software to design, set up, and manage their stores across multiple sales channels, including web, mobile, social media, marketplaces, brick-and-mortar locations, and pop-up shops. The platform also provides merchants witha powerful back-office and a single view of their business.Shopify offers online retailers a suite of services including marketing, customer engagement, payments, and shipping tools to simplify the process of running an online store for small merchants. They launched an application programming interface (API) platform and App Store that allows developers to create applications for Shopify online stores and then sell them on the Shopify App Store.The Shopify platform was engineered for reliability and scale, making enterprise-level technology available to businesses of all sizes. Shopify currently powers over 800,000 businesses in approximately 175 countries and is trusted by brands such as Tesla, Red Bull, Nestle, GE, Kylie Cosmetics, and many more.

5 contacts available at Shopify.

| Name | Title | Profile |
| --- | --- | --- |
| Bharati Balakrishnan | Country Head & Director, India | https://shizune.co/investors/profile/bharati-balakrishnan |
| Bram Sugarman | Director of Corporate Development & Strategic Partnerships at Shopify | https://shizune.co/investors/profile/bram-sugarman |
| Brennan Loh | Director of Marketing Partnerships | https://shizune.co/investors/profile/brennan-loh |
| Brittany Forsyth | SVP of HR | https://shizune.co/investors/profile/brittany-forsyth |
| Daniella Bellaire | Head of Global Sales Craft | https://shizune.co/investors/profile/daniella-bellaire |

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## FAQ

### What does Harley Finkelstein invest in?

Harley Finkelstein invests primarily in Software, Artificial Intelligence and Marketplace startups, most often at Seed and Series A stage. Most of the 18 investments tracked by Shizune back companies in Canada. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### What is Harley Finkelstein's check size?

Harley Finkelstein typically joins rounds of $2.7M–$10M at Seed, $4.1M–$5M at Pre-Seed and $13M–$39M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Harley Finkelstein participates in.

### When did Harley Finkelstein last invest?

The most recent investment recorded for Harley Finkelstein closed in Jan 2026. Shizune tracks 18 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

### Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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